Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine
1
Department of Medicinal Chemistry, The Upjohn Company 301 Henrietta St., Kalamazoo, MI 49001 USA
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Publication type: Journal Article
Publication date: 1995-01-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The title compounds were prepared via two efficient routes. The first sequence utilized a diastereospecific triflate alkylation in the key bond forming step while the second method relied on a novel intramolecular Mitsunobu reaction to set the required stereochemistry. Two alternative routes to prepare the enantiomers of trans -2,6-dimethylpiperazine have been developed.
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Mickelson J. W., Jacobsen E. J. Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine // Tetrahedron Asymmetry. 1995. Vol. 6. No. 1. pp. 19-22.
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Mickelson J. W., Jacobsen E. J. Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine // Tetrahedron Asymmetry. 1995. Vol. 6. No. 1. pp. 19-22.
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TY - JOUR
DO - 10.1016/0957-4166(94)00341-8
UR - https://doi.org/10.1016/0957-4166(94)00341-8
TI - Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine
T2 - Tetrahedron Asymmetry
AU - Mickelson, John W
AU - Jacobsen, E. Jon
PY - 1995
DA - 1995/01/01
PB - Elsevier
SP - 19-22
IS - 1
VL - 6
SN - 0957-4166
SN - 1362-511X
ER -
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BibTex (up to 50 authors)
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@article{1995_Mickelson,
author = {John W Mickelson and E. Jon Jacobsen},
title = {Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine},
journal = {Tetrahedron Asymmetry},
year = {1995},
volume = {6},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/0957-4166(94)00341-8},
number = {1},
pages = {19--22},
doi = {10.1016/0957-4166(94)00341-8}
}
Cite this
MLA
Copy
Mickelson, John W., and E. Jon Jacobsen. “Asymmetric synthesis of (2R,6R) and (2S,6S)-2,6-dimethylpiperazine.” Tetrahedron Asymmetry, vol. 6, no. 1, Jan. 1995, pp. 19-22. https://doi.org/10.1016/0957-4166(94)00341-8.